The crystal structure of 6-methyl-3,20-dioxo-19-norpregna-4,6-dien-17-yl acetate–2,4-dihydroxybenzoic acid (1/1), C30H36O8

Chen, Xiao F.; Xu, Jingyi; Wang, Hui P.; Ning, Li F.

doi:10.1515/ncrs-2019-0758

Cited by 1 publication

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“…A pharmaceutical cocrystal is a binary or multi-component crystal system formed by the combination of drug active ingredient (API) and cocrystal former (CCF) through hydrogen bonds or other weak interactions between molecules [ 8 , 9 , 10 ]. By selecting CCFs with different properties, the physicochemical properties of API can be improved or designed at the molecular level without changing its structure, which is very important to maintain the biological activity of API in vivo [ 11 , 12 , 13 , 14 ].…”

Section: Introductionmentioning

confidence: 99%

Cocrystallization of Progesterone with Nitrogen Heterocyclic Compounds: Synthesis, Characterization, Calculation and Property Evaluation

Gao

Zhang

et al. 2023

Molecules

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Progesterone injection is oily because of its poor solubility. It is necessary to develop new dosage forms or delivery methods for Progesterone. Six cocrystals of Progesterone with nitrogen heterocyclic compounds (2,6-diaminopyridine, isonicotinamide, 4-aminopyridine, aminopyrazine, picolinamide and pyrazinamide) have been designed and prepared by ethyl acetate-assisted grinding, of which four cocrystals (2,6-diaminopyridine, isonicotinamide, 4-aminopyridine and aminopyrazine) had single crystal data in 1:1 stoichiometry. Metadynamics-genetic crossing was used to search and optimize various cluster structures to explain the reason the other two cocrystals could not be obtained with suitable size for single crystal X-ray diffraction. In contrast to the carboxyl group, the amide group and amino group were good substituents in the pyridine/pyrazine ring for cocrystallization with Progesterone, which meant inductive effect played an important role in nitrogen heterocyclic compounds containing reactive hydrogen. All cocrystals were more soluble than Progesterone in water, and Progesterone–pyrazinamide cocystal featured the best water solubility performance with an approximately six-fold increase over free Progesterone. This successful attempt provides an effective route for designing and manufacturing novel solid states of Progesterone.

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Section: Introductionmentioning

confidence: 99%

Cocrystallization of Progesterone with Nitrogen Heterocyclic Compounds: Synthesis, Characterization, Calculation and Property Evaluation

Gao

Zhang

et al. 2023

Molecules

Self Cite

View full text Add to dashboard Cite

show abstract

The crystal structure of 6-methyl-3,20-dioxo-19-norpregna-4,6-dien-17-yl acetate–2,4-dihydroxybenzoic acid (1/1), C₃₀H₃₆O₈

Abstract: C30H36O8, monoclinic, P21 (no. 4), a = 10.899(2) Å, b = 11.002(2) Å, c = 11.847(2) Å, V = 1310.3(5) Å3, Z = 2, Rgt(F) = 0.0504, wRref(F2) = 0.1161, T = 163(2) K.

Cited by 1 publication

References 12 publications

Cocrystallization of Progesterone with Nitrogen Heterocyclic Compounds: Synthesis, Characterization, Calculation and Property Evaluation

Cocrystallization of Progesterone with Nitrogen Heterocyclic Compounds: Synthesis, Characterization, Calculation and Property Evaluation

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